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Kenny Chesney has won 11 Academy of Country Music Awards, including four Entertainer of the Year Awards and the Crystal Milestone Award, an award that has only been given to five other acts in the Academy’s history. He is nominated this year for Vocal Event of the Year for “Feel Like a Rock Star” with Tim McGraw. Chesney’s current single, “Pirate Flag,” is burning up country radio, becoming his eighth Top 25 debut and being named USA Today's Song of the Week. The song is the first single off of his upcoming Blue Chair/Columbia Nashville Records album Life on a Rock, set to be released on April 30.